Here are the historic winners with their temperature or snowfall guesses. Some months it has been "guess the low temperature" and other months it has been the total snowfall.

December 2006 - Mike D (-12.5 degrees)
January 2007 - AlpineHikerFan71 (-33 degrees)
February 2007 - Doyle (-27 degrees on the 5th)
October 2007 - Brad (5.6")
December 2007 - PatriciaS (61.2")
January 2008 - JimS (28.8")
February 2008 - treant985 (47.6") - to be confirmed by a panel from Funk & Waggers